2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

Base Information

• Chemical Name: 2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol
• CAS No.: 114861-21-1
• Molecular Formula: C₁₆H₂₄O₄
• Molecular Weight: 280.364
• Mol file: 114861-21-1.mol

Synonyms:2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

Chemical Property of 2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

There total 39 articles about 2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

(4R,6S)-6-(2-(benzyloxy)ethyl)-4-[(tert-butyl)dimethylsilyloxymethyl]-2,2-dimethyl-1,3-dioxane (1044518-74-2) → 2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol (114861-21-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃;

DOI:10.1021/jo00189a046

Reference yield: 96.0%

2,3-dideoxy-6-O-<(1,1-dimethylethyl)diphenylsilyl>-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol (106799-14-8) → 2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol (114861-21-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 25 ℃; for 4h;

DOI:10.1021/ja00241a062

Reference yield: 90.0%

[(4S,6S)-6-[2-(benzyloxy)ethyl]-2,2-dimethyl-1,3-dioxane-4-yl]methyl acetate → 2,3-dideoxy-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol (114861-21-1)

Guidance literature:

With methanol; potassium carbonate; at 25 ℃; for 2h;

upstream raw materials:

(4R,6S)-6-(2-(benzyloxy)ethyl)-4-[(tert-butyl)dimethylsilyloxymethyl]-2,2-dimethyl-1,3-dioxane

2,3-dideoxy-6-O-<(1,1-dimethylethyl)diphenylsilyl>-3,5-O-(1-methylethylidene)-1-O-(phenylmethyl)-D-erythro-hexitol

2,4-dideoxy-6-O-(phenylmethyl)-D-erythro-hexitol

2,2-Dimethyl-propionic acid 2-((4S,6S)-6-hydroxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-ethyl ester

Downstream raw materials:

(S)-2-Benzenesulfinyl-3-[(4S,6S)-6-(2-benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol

(4S,6S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-6-[2-((S)-toluene-4-sulfinyl)-ethyl]-[1,3]dioxane

(4S,6S)-4-(2-Benzyloxy-ethyl)-2,2-dimethyl-6-[2-((R)-toluene-4-sulfinyl)-ethyl]-[1,3]dioxane

(R)-3-[(4R,6S)-6-(2-Benzyloxy-ethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-1-[(4R,6S)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxan-4-yl]-propan-1-ol